Access the full text.
Sign up today, get DeepDyve free for 14 days.
Loading next page...
/lp/wiley/nanoparticle-mediated-delivery-of-micheliolide-analogs-to-eliminate-hsTylsjC3S
References (43)
-
Arun Ghosh, M. Brindisi (2015)
Organic Carbamates in Drug Design and Medicinal ChemistryJournal of Medicinal Chemistry, 58
-
P. Opanasopit, M. Yokoyama, Masato Watanabe, K. Kawano, Y. Maitani, T. Okano (2005)
Influence of serum and albumins from different species on stability of camptothecin-loaded micelles.Journal of controlled release : official journal of the Controlled Release Society, 104 2
-
Yinghong An, Wanjun Guo, Linna Li, Chengwang Xu, Dexuan Yang, Shanshan Wang, Yaxin Lu, Quan Zhang, Jiadai Zhai, Hongxia Fan, Chuanjiang Qiu, J. Qi, Yue Chen, S. Yuan (2015)
Micheliolide Derivative DMAMCL Inhibits Glioma Cell Growth In Vitro and In VivoPLoS ONE, 10
-
Alexej Dick, S. Cocklin (2020)
Bioisosteric Replacement as a Tool in Anti-HIV Drug DesignPharmaceuticals, 13
-
Jian Gong, Meirong Huo, Jianping Zhou, Yong Zhang, X. Peng, Di Yu, Hui Zhang, Jing Li (2009)
Synthesis, characterization, drug-loading capacity and safety of novel octyl modified serum albumin micelles.International journal of pharmaceutics, 376 1-2
-
Kaidong Zhang, B. Shafer, M. DeMars, H. Stern, R. Fasan (2012)
Controlled Oxidation of Remote sp3 C–H Bonds in Artemisinin via P450 Catalysts with Fine-Tuned Regio- and StereoselectivityJournal of the American Chemical Society, 134
-
M. Baranello, Louisa Bauer, C. Jordan, D. Benoit (2015)
Micelle Delivery of Parthenolide to Acute Myeloid Leukemia CellsCellular and Molecular Bioengineering, 8
-
M. Krevvata, B. Silva, J. Manavalan, M. Galán-Díez, A. Kode, B. Matthews, David Park, Chiyuan Zhang, N. Galili, T. Nickolas, D. Dempster, W. Dougall, J. Teruya-Feldstein, A. Economides, I. Kalajzic, A. Raza, E. Berman, S. Mukherjee, G. Bhagat, S. Kousteni (2014)
Inhibition of leukemia cell engraftment and disease progression in mice by osteoblasts.Blood, 124 18
-
N. Bertrand, Jun Wu, Xiaoyang Xu, N. Kamaly, O. Farokhzad (2014)
Cancer nanotechnology: the impact of passive and active targeting in the era of modern cancer biology.Advanced drug delivery reviews, 66
-
Benjamin Frisch, J. Ashton, L. Xing, M. Becker, C. Jordan, L. Calvi (2011)
Functional inhibition of osteoblastic cells in an in vivo mouse model of myeloid leukemia.Blood, 119 2
-
G. Buxton, N. Clarke (2007)
Drug diffusion from polymer core-shell nanoparticles.Soft matter, 3 12
-
Sundar Neelakantan, Shama Nasim, M. Guzman, C. Jordan, P. Crooks (2009)
Aminoparthenolides as novel anti-leukemic agents: Discovery of the NF-kappaB inhibitor, DMAPT (LC-1).Bioorganic & medicinal chemistry letters, 19 15
-
Marisa Bowers, Bin Zhang, Yinwei Ho, Puneet Agarwal, C. Chen, R. Bhatia (2015)
Osteoblast ablation reduces normal long-term hematopoietic stem cell self-renewal but accelerates leukemia development.Blood, 125 17
-
S. Martins, I. Tho, I. Reimold, G. Fricker, E. Souto, D. Ferreira, M. Brandl (2012)
Brain delivery of camptothecin by means of solid lipid nanoparticles: formulation design, in vitro and in vivo studies.International journal of pharmaceutics, 439 1-2
-
K. Letchford, R. Liggins, H. Burt (2008)
Solubilization of hydrophobic drugs by methoxy poly(ethylene glycol)-block-polycaprolactone diblock copolymer micelles: theoretical and experimental data and correlations.Journal of pharmaceutical sciences, 97 3
-
G. Ghiaur, M. Wroblewski, S. Loges (2015)
Acute Myelogenous Leukemia and its Microenvironment: A Molecular Conversation.Seminars in hematology, 52 3
-
H. Alwaseem, Benjamin Frisch, R. Fasan (2017)
Anticancer activity profiling of parthenolide analogs generated via P450-mediated chemoenzymatic synthesis.Bioorganic & medicinal chemistry, 26 7
-
Joshua Kolev, K. O'Dwyer, C. Jordan, R. Fasan (2014)
Discovery of potent parthenolide-based antileukemic agents enabled by late-stage P450-mediated C-H functionalization.ACS chemical biology, 9 1
-
Jubo Liu, Yuehuan Xiao, C. Allen (2004)
Polymer-drug compatibility: a guide to the development of delivery systems for the anticancer agent, ellipticine.Journal of pharmaceutical sciences, 93 1
-
Q. Ji, Yalong Ding, Yue Sun, Yu Zhang, Huier Gao, He-nan Song, Ming Yang, Xiao-lei Liu, Zi-xiang Zhang, Yinghui Li, Yingdai Gao (2016)
Antineoplastic effects and mechanisms of micheliolide in acute myelogenous leukemia stem cellsOncotarget, 7
-
Weiwei Ma, Qianqian Shi, Yalong Ding, Jing Long, Quan Zhang, Yue-hua Chen (2013)
Synthesis of Micheliolide Derivatives and Their Activities against AML Progenitor CellsMolecules, 18
-
V. Tyagi, H. Alwaseem, K. O'Dwyer, Jessica Ponder, Qi Li, C. Jordan, R. Fasan (2016)
Chemoenzymatic synthesis and antileukemic activity of novel C9- and C14-functionalized parthenolide analogs.Bioorganic & medicinal chemistry, 24 17
-
Lili Yu, Wancheng Chen, Qingshuang Tang, Kai-yuan Ji (2019)
Micheliolide Inhibits Liver Cancer Cell Growth Via Inducing Apoptosis And Perturbing Actin CytoskeletonCancer Management and Research, 11
-
S. Hehner, M. Heinrich, P. Bork, M. Vogt, F. Ratter, V. Lehmann, K. Schulze-Osthoff, W. Dröge, M. Schmitz (1998)
Sesquiterpene Lactones Specifically Inhibit Activation of NF-κB by Preventing the Degradation of IκB-α and IκB-β*The Journal of Biological Chemistry, 273
-
Hong-sheng Zhou, B. Carter, M. Andreeff (2016)
Bone marrow niche-mediated survival of leukemia stem cells in acute myeloid leukemia: Yin and YangCancer Biology & Medicine, 13
-
Sungwon Kim, Yunzhou Shi, Ji Kim, Kinam Park, Ji‐Xin Cheng (2010)
Overcoming the barriers in micellar drug delivery: loading efficiency, in vivo stability, and micelle–cell interactionExpert Opinion on Drug Delivery, 7
-
Marian Ackun‐Farmmer, K. Alatise, Griffin Cross, D. Benoit (2020)
Ligand Density Controls C‐Type Lectin‐Like Molecule‐1 Receptor–Specific Uptake of Polymer NanoparticlesAdvanced Biosystems, 4
-
Shanshan Pei, C. Jordan (2012)
How close are we to targeting the leukemia stem cell?Best practice & research. Clinical haematology, 25 4
-
Mayuri Narvekar, H. Xue, June Eoh, H. Wong (2014)
Nanocarrier for Poorly Water-Soluble Anticancer Drugs—Barriers of Translation and SolutionsAAPS PharmSciTech, 15
-
M. Shah, Y. Agrawal (2013)
High throughput screening: an in silico solubility parameter approach for lipids and solvents in SLN preparationsPharmaceutical Development and Technology, 18
-
M. Guzman, R. Rossi, Xiaojie Li, Cheryl Corbett, D. Hassane, T. Bushnell, M. Carroll, E. Sullivan, Sundar Neelakantan, P. Crooks, C. Jordan (2006)
A Novel Orally Available Parthenolide Analog Selectively Eradicates AML Stem and Progenitor Cells.Blood, 108
-
H. Alwaseem, Simone Giovani, M. Crotti, Kevin Welle, C. Jordan, Sina Ghaemmaghami, R. Fasan (2021)
Comprehensive Structure–Activity Profiling of Micheliolide and its Targeted Proteome in Leukemia Cells via Probe-Guided Late-Stage C–H FunctionalizationACS Central Science, 7
-
L. Behrmann, J. Wellbrock, W. Fiedler (2018)
Acute Myeloid Leukemia and the Bone Marrow Niche—Take a Closer LookFrontiers in Oncology, 8
-
Chaofeng Mu, Yang Xiong, Xue Bai, Yunjie Sheng, Jiajun Cui (2017)
Codelivery of Ponatinib and SAR302503 by Active Bone-Targeted Polymeric Micelles for the Treatment of Therapy-Resistant Chronic Myeloid Leukemia.Molecular pharmaceutics, 14 1
-
Quan Zhang, Yaxin Lu, Yahui Ding, Jiadai Zhai, Q. Ji, Weiwei Ma, Ming-Fang Yang, Hongxia Fan, Jing Long, Z. Tong, Yehui Shi, Yongsheng Jia, B. Han, Wenpeng Zhang, Chuanjiang Qiu, Xiaoyan Ma, Qiu-ying Li, Qianqian Shi, Haoliang Zhang, Dongmei Li, Jing Zhang, Jianping Lin, Lu-Yuan Li, Yingdai Gao, Yue-hua Chen (2012)
Guaianolide sesquiterpene lactones, a source to discover agents that selectively inhibit acute myelogenous leukemia stem and progenitor cells.Journal of medicinal chemistry, 55 20
-
R. Sman (2019)
Scaling of Flory-Huggins interaction parameter for polyols with chain length and number of hydroxyl groupsFood Hydrocolloids
-
Yuchen Wang, Maureen Newman, Marian Ackun‐Farmmer, M. Baranello, T. Sheu, J. Puzas, Danielle Benoit (2017)
Fracture-Targeted Delivery of β-Catenin Agonists via Peptide-Functionalized Nanoparticles Augments Fracture Healing.ACS nano, 11 9
-
M. Baranello, Louisa Bauer, D. Benoit (2014)
Poly(styrene-alt-maleic anhydride)-based diblock copolymer micelles exhibit versatile hydrophobic drug loading, drug-dependent release, and internalization by multidrug resistant ovarian cancer cells.Biomacromolecules, 15 7
-
Jing Li, Shanshan Li, Jianshuang Guo, Qiu-ying Li, Jing Long, Cheng Ma, Yahui Ding, Chunli Yan, Liangwei Li, Zhigang Wu, He Zhu, K. Li, Liuqing Wen, Quan Zhang, Qingqing Xue, Caili Zhao, Ning Liu, I. Ivanov, M. Luo, Rimo Xi, H. Long, P. Wang, Yue-hua Chen (2018)
Natural Product Micheliolide (MCL) Irreversibly Activates Pyruvate Kinase M2 and Suppresses LeukemiaJournal of Medicinal Chemistry, 61
-
Jin-Wook Yoo, E. Chambers, S. Mitragotri (2010)
Factors that control the circulation time of nanoparticles in blood: challenges, solutions and future prospects.Current pharmaceutical design, 16 21
-
F. Zunino, Sabrina Dallavalleb, Diletta Laccabuea, Giovanni Berettaa, Lucio Merlinib, G. Pratesi (2002)
Current status and perspectives in the development of camptothecins.Current pharmaceutical design, 8 27
-
F. Welt, E. Edelman (1997)
Adv. Drug Delivery Rev.Advanced Drug Delivery Reviews, 25
-
(2020)
Ackun-Farmmer, in Biomaterials Science, 4th ed
- Publisher
- Wiley
- Copyright
- © 2022 Wiley‐VCH GmbH
- eISSN
- 2366-3987
- DOI
- 10.1002/adtp.202100100
- Publisher site
- See Article on Publisher Site
Abstract
Micheliolide (MCL) is a naturally occurring sesquiterpene lactone that selectively targets leukemic stem cells (LSCs), which persist after conventional chemotherapy for myeloid leukemias, leading to disease relapse. To overcome modest MCL cytotoxicity, analogs with ≈two–threefold greater cytotoxicity against LSCs are synthesized via late‐stage chemoenzymatic C─H functionalization. To enhance bone marrow delivery, MCL analogs are entrapped within bone‐targeted polymeric nanoparticles (NPs). Robust drug loading capacities of up to 20% (mg drug mg−1 NP) are obtained, with release dominated by analog hydrophobicity. NPs loaded with a hydrolytically stable analog are tested in a leukemic mouse model. Median survival improved by 13% and bone marrow LSCs are decreased 34‐fold following NPMCL treatments versus controls. Additionally, selective leukemic cell and LSC cytotoxicity of the treatment versus normal hematopoietic cells is observed. Overall, these studies demonstrate that MCL‐based antileukemic agents combined with bone‐targeted NPs offer a promising strategy for eradicating LSCs.
Journal
Advanced Therapeutics – Wiley
Published: Jan 1, 2022
Keywords: drug delivery; leukemia; micheliolide; small molecule drugs; targeted delivery; late‐stage C‐H functionalization